Direct arylation/C-H activation and other cross-coupling approaches to important biological scaffolds

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dc.contributor.advisor Mcglacken, Gerard P. en Ó Muimhneacháin, Eoin 2018-05-11T15:21:20Z 2018 2018
dc.identifier.citation Ó Muimhneacháin, E. 2018. Direct arylation/C-H activation and other cross-coupling approaches to important biological scaffolds. PhD Thesis, University College Cork. en
dc.identifier.endpage 284 en
dc.description.abstract 2-Heptyl-3-hydroxy-4(1H)-quinolone (PQS) and its biosynthetic precursor 2-heptyl3-hydroxy-4(1H)-quinolone (HHQ) are known to control the biofilm formation pathway of Pseudomonas aeruginosa. The syntheses of these signalling molecules was the first component of this work. HHQ also acted as a scaffold for the preparation of novel derivatives which represent a potential new class of antimicrobial agent. Subsequently, novel N-alkyl-4-hydroxy-2(1H)-quinolone derivatives were prepared as biological mimics of the previously mentioned 4(1H)-quinolones. Also, procedures for the synthesis of the recently proposed Pseudomonas signalling molecule 2-(2-hydroxyphenyl)thiazole-4-carbaldehyde (IQS) and analogues thereof were developed. Underlying this work was the use of palladium-catalysed aryl coupling, with particular focus on direct arylation. A synthesis of novel tricyclic isochromene products was also developed from common 1,3-diketone substrates by application of Pd-catalysed coupling. A significant amount of work was also carried out to determine mechanistic details of the key transformation. en
dc.format.mimetype application/pdf en
dc.language.iso en en
dc.publisher University College Cork en
dc.rights © 2018, Eoin Ó Muimhneacháin. en
dc.rights.uri en
dc.subject Quorum sensing en
dc.subject Antibiotic en
dc.subject Anti-bacterial en
dc.subject Direct arylation en
dc.subject Palladium en
dc.title Direct arylation/C-H activation and other cross-coupling approaches to important biological scaffolds en
dc.type Doctoral thesis en
dc.type.qualificationlevel Doctoral en
dc.type.qualificationname PhD en
dc.internal.availability Full text not available en Indefinite en 10000-01-01
dc.description.version Accepted Version
dc.contributor.funder University College Cork en
dc.description.status Not peer reviewed en Chemistry en
dc.check.reason This thesis is due for publication or the author is actively seeking to publish this material en
dc.check.opt-out Not applicable en
dc.thesis.opt-out false
dc.check.entireThesis Entire Thesis Restricted
dc.check.embargoformat Apply the embargo to the e-thesis on CORA (If you have submitted an e-thesis and want to embargo it on CORA) en
dc.internal.conferring Summer 2018 en
dc.relation.project University College Cork (Strategic Research Fund PhD Programme) en

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© 2018, Eoin Ó Muimhneacháin. Except where otherwise noted, this item's license is described as © 2018, Eoin Ó Muimhneacháin.
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